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Osprey Homes For Sale & Osprey FL Real Estate

Home For Sale $6,500,000

View 608 N Casey Key Rd Osprey FL
View Details 38 Photos
View 608 N Casey Key Rd Osprey FL
View 608 N Casey Key Rd Osprey FL
View 608 N Casey Key Rd Osprey FL
On Market For 4 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3086

  • Year Built

    1916

  • $/SqFt

    $2,106

The allure of this locale is undeniable, as Casey Key Road was recently acclaimed as the most impressive street nationwide, underscoring the unparalleled status of this magical barrier island. MLS#N6132859. AYERS AND ASSOCIATES REAL ESTATE.

Home For Sale $1,299,000

View 135 N Creek Ln Osprey FL
View Details 50 Photos
View 135 N Creek Ln Osprey FL
View 135 N Creek Ln Osprey FL
View 135 N Creek Ln Osprey FL
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3160

  • Year Built

    2005

  • $/SqFt

    $411

Located near "The Oaks" and “Stoney Brook” Country Clubs, beautiful beaches, nature trails, and more, this remarkable home seamlessly blends functionality, refinement, and the coveted Florida lifestyle. MLS#A4610275. RE/MAX ALLIANCE GROUP.

Home For Sale $1,100,000

View 1193 Lost Creek Ct Osprey FL
View Details 93 Photos
View 1193 Lost Creek Ct Osprey FL
View 1193 Lost Creek Ct Osprey FL
View 1193 Lost Creek Ct Osprey FL
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2888

  • Year Built

    2002

  • $/SqFt

    $381

Rivendell The Woodlands - This lovely home has a serene Florida feel with its privacy and tropical beauty surrounding you. MLS#A4609658. COLDWELL BANKER REALTY.

Home For Sale $3,100,000

View 388 Bunker Hl Osprey FL
View Details 100 Photos
View 388 Bunker Hl Osprey FL
View 388 Bunker Hl Osprey FL
View 388 Bunker Hl Osprey FL
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4937

  • Year Built

    1999

  • $/SqFt

    $628

Featuring two championship golf courses, lighted pickleball courts, 12 HAR-TRU tennis courts (5 lighted), a state-of-the-art fitness center, croquet lawn, and a vast array of dining and social options, the Oaks is situated close to the gorgeous local beaches, and all the shopping, cultural and recreational offerings of Downtown Sarasota. MLS#A4609703. COLDWELL BANKER REALTY.

Home For Sale $799,900

View Details 55 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2388

  • Year Built

    2002

  • $/SqFt

    $335

The community is conveniently located a short drive from the Legacy Bike Trail, Oscar Scherer State Park, world-famous Siesta Key Beach, Casey Key, Nokomis and Venice Beaches, as well as casual and upscale dining, shopping, and the nationally recognized Pine View School. MLS#A4609741. RE/MAX PLATINUM REALTY.

Home For Sale $1,490,000

View Details 90 Photos
On Market For 39 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3526

  • Year Built

    2001

  • $/SqFt

    $423

A community your will be proud to call home, MLS#A4606078. CARON REALTY INC.

Home For Sale $319,900

View Details 42 Photos
On Market For 11 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    987

  • Year Built

    1981

  • $/SqFt

    $324

If you have ever dreamed of living in a charming Florida oasis, 319 Patterson is the home for you! MLS#A4609331. DALTON WADE INC.

Home For Sale $2,100,000

View Details 89 Photos
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4885

  • Year Built

    1990

  • $/SqFt

    $430

Last but not least a wrap-around second floor balcony that sets the stage for pure elegance. Brand New roof installed 2024! ! MLS#A4608902. COLDWELL BANKER REALTY.

Pended $1,600,000

View Details 27 Photos
On Market For 1 Day

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3665

  • Year Built

    1990

  • $/SqFt

    $437

The Oaks, Sarasota's finest golf and country club, has two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), new pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of recreational activities and social events. Membership is required with homeownership. MLS#A4609051. COLDWELL BANKER REALTY.

Home For Sale $580,000

Reduced By $45,000
View Details 37 Photos
*POTENTIAL GREAT VALUE
On Market For 19 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2148

  • Year Built

    1962

  • $/SqFt

    $270

You will be in a non- deed restricted neighborhood where there is room to park your boat or RV. MLS#A4608150. BRIGHT REALTY.

Home For Sale $1,389,000

View Details 62 Photos
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2813

  • Year Built

    1988

  • $/SqFt

    $494

Social or Golf Membership is required at the Oaks. MLS#A4608440. SOLUTIONS REALTY.

Home For Sale $550,000

View Details 41 Photos
On Market For 24 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1334

  • Year Built

    1970

  • $/SqFt

    $412

Finally, the upgrades include 2019 A/C system and 2021 impact windows. Schedule a showing today! MLS#N6132543. PELICAN REALTY CORP.

Home For Sale $895,000

View Details 67 Photos
On Market For 27 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2837

  • Year Built

    1998

  • $/SqFt

    $315

Schedule your viewing today and experience the best of Florida living in South Creek. MLS#A4607404. EXP REALTY LLC.

Pended $2,400,000

View Details 1 Photo
On Market For 99 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4284

  • Year Built

    1998

  • $/SqFt

    $560

The Oaks, Sarasota's premier golf and country club, features two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. MLS#A4606371. COLDWELL BANKER REALTY.

Home For Sale $3,375,000

Reduced By $25,000
View Details 91 Photos
On Market For 47 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2473

  • Year Built

    1985

  • $/SqFt

    $1,365

Whether you purchase this home for entertainment or relaxation, you need to schedule a viewing. MLS#T3505796. LPT REALTY.

Pended $899,000

View Details 65 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2632

  • Year Built

    1978

  • $/SqFt

    $342

Schedule your showing today, don’t let THE ONE get away! MLS#A4605689. MAVREALTY.

Home For Sale $945,000

Reduced By $20,000
View Details 26 Photos
On Market For 47 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2015

  • Year Built

    1986

  • $/SqFt

    $469

Southbay Yacht & Racquet Club - Southbay offers the active Florida lifestyle you'll love. MLS#A4605059. HORIZON REALTY INTERNATIONAL.

Home For Sale $600,000

Reduced By $39,000
View Details 30 Photos
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1977

  • Year Built

    1995

  • $/SqFt

    $303

Bay Oaks Estates - With Siesta and Nokomis Beaches nearby, you'll have endless opportunities to soak up the sun, swim in the crystal-clear waters, or simply unwind and take in the breathtaking views. MLS#A4605531. RE/MAX ALLIANCE GROUP.

Pended $1,995,000

View Details 68 Photos
On Market For 29 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3674

  • Year Built

    2015

  • $/SqFt

    $543

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#A4604065. MICHAEL SAUNDERS & COMPANY.

Home For Sale $460,000

Reduced By $35,000
View Details 55 Photos
On Market For 48 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1304

  • Year Built

    1972

  • $/SqFt

    $353

Great location in proximity to restaurants, shopping, Oscar Scherer State Park, Legacy Trail, Casey Key, Siesta Key, downtown Venice, and the world famous beaches of Florida's Gulf Coast! ! MLS#A4605082. UKEEPCOMMISSION REAL ESTATE.

Home For Sale $1,995,000

View Details 95 Photos
On Market For 50 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3912

  • Year Built

    1989

  • $/SqFt

    $510

Club membership is required with homeownership. MLS#A4603094. COLDWELL BANKER REALTY.

Home For Sale $3,490,000

Reduced By $110,000
View Details 95 Photos
*POTENTIAL GREAT VALUE
On Market For 56 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6863

  • Year Built

    1992

  • $/SqFt

    $509

Bay-side residents also enjoy direct Bay access to the community Dock. MLS#A4603537. BERKSHIRE HATHAWAY HOMESERVICE.

Home For Sale $995,000

View Details 76 Photos
On Market For 57 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3182

  • Year Built

    1996

  • $/SqFt

    $313

Membership is required, either social or golf, and it's all waiting for you to enjoy the wonderful lifestyle convenient to everything Sarasota has to offer. MLS#A4604256. COLDWELL BANKER SARASOTA CENT..

Home For Sale $3,995,000

View Details 80 Photos
On Market For 53 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5453

  • Year Built

    1986

  • $/SqFt

    $733

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4600730. GENEROUS PROPERTY.

Home For Sale $664,900

Reduced By $5,100
View Details 40 Photos
On Market For 53 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    2002

  • $/SqFt

    $317

Rivendell The Woodlands - Located minutes from beaches, Oscar Scherer State Park and Legacy Trail. MLS#A4604523. MICHAEL SAUNDERS & COMPANY.

Home For Sale $1,100,000

View Details 79 Photos
*POTENTIAL GREAT VALUE
On Market For 151 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4031

  • Year Built

    1978

  • $/SqFt

    $273

Visit this home now to see its full potential for yourself MLS#A4603906. COLDWELL BANKER REALTY.

Pended $550,000

Reduced By $19,000
View Details 66 Photos
On Market For 59 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1680

  • Year Built

    1997

  • $/SqFt

    $327

Ideal as Year-round or Seasonal Residence---Move in Today! MLS#A4603307. KELLER WILLIAMS ON THE WATER S.

Home For Sale $1,689,900

View Details 45 Photos
On Market For 63 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    3905

  • Year Built

    1986

  • $/SqFt

    $433

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4601618. GENEROUS PROPERTY.

Pended $795,000

Reduced By $44,000
View Details 29 Photos
On Market For 52 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2326

  • Year Built

    2004

  • $/SqFt

    $342

Rivendell The Woodlands - This home located in the preferred flood zone X. MLS#A4602936. RE/MAX ALLIANCE GROUP.

Home For Sale $855,000

View Details 69 Photos
On Market For 68 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2695

  • Year Built

    2002

  • $/SqFt

    $317

Rivendell The Woodlands - There is also a heated community pool maintained by the Association.This property is minutes away from the nationally recognized Sarasota County public gifted Pine View School . MLS#A4602604. M H FOGARTY AND COMPANY LLC.

Home For Sale $775,000

View Details 69 Photos
On Market For 72 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2335

  • Year Built

    1992

  • $/SqFt

    $332

Don’t miss the opportunity to make 17 Bayhead Lane your place to enjoy an amazing Florida lifestyle. MLS#A4602140. MICHAEL SAUNDERS & COMPANY.

Home For Sale $599,000

Reduced By $61,000
View Details 50 Photos
*POTENTIAL GREAT VALUE
On Market For 74 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2165

  • Year Built

    2004

  • $/SqFt

    $277

Hurricane shutters and a central vacuum system are included. MLS#A4602443. PREMIER SOTHEBYS INTL REALTY.

Pended $1,195,000

Reduced By $100,000
View Details 80 Photos
On Market For 46 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2573

  • Year Built

    1989

  • $/SqFt

    $464

The Oaks Club is a Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World, and is minutes to Sarasota’s award winning beaches, downtown’s cultural arts, and shopping. MLS#A4601227. COLDWELL BANKER SARASOTA CENT..

Home For Sale $625,000

Reduced By $14,900
View Details 66 Photos
On Market For 72 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2165

  • Year Built

    2004

  • $/SqFt

    $289

Schedule your private showing today and experience luxury living at its finest! MLS#N6131596. RE/MAX PALM REALTY OF VENICE.

Home For Sale $665,000

Reduced By $25,000
View Details 49 Photos
On Market For 74 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2298

  • Year Built

    2005

  • $/SqFt

    $289

Gulf beaches and waterfront dining are minutes away, as well as the Legacy Trail and Oscar Scherer State Park. MLS#A4599724. KELLER WILLIAMS CLASSIC GROUP.

Pended $1,095,000

View Details 64 Photos
On Market For 49 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2855

  • Year Built

    1997

  • $/SqFt

    $384

There is no shortage of shopping and dining options as well. Schedule your showing today! MLS#A4600972. ROSEBAY INTERNATIONAL REALTY INC.

Home For Sale $649,000

Reduced By $50,000
View Details 52 Photos
On Market For 78 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2312

  • Year Built

    1997

  • $/SqFt

    $281

Put this one on the top of your list! MLS#A4599768. COLDWELL BANKER REALTY.

Pended $789,000

View Details 49 Photos
On Market For 42 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2168

  • Year Built

    2001

  • $/SqFt

    $364

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#A4600903. COLDWELL BANKER SARASOTA CENT..

Home For Sale $525,000

View Details 63 Photos
On Market For 80 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1604

  • Year Built

    2000

  • $/SqFt

    $327

Community Clubhouse with generous-size pool is a short walk up the street and the beach is only 2 stoplights away! ! MLS#A4600898. FLORIDA HOME TEAM LLC.

Home For Sale $1,099,900

Reduced By $100,000
View Details 36 Photos
On Market For 81 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2932

  • Year Built

    1989

  • $/SqFt

    $375

Schedule your private showing today and make this slice of paradise yours! MLS#N6131393. ENGEL + VOELKERS SARASOTA.

Home For Sale $699,500

Reduced By $29,500
View Details 51 Photos
On Market For 96 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2125

  • Year Built

    2002

  • $/SqFt

    $329

Rivendell The Woodlands - Top-rated Pine View School is a short distance. MLS#A4599840. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,125,000

Reduced By $75,000
View Details 72 Photos
On Market For 85 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2614

  • Year Built

    2004

  • $/SqFt

    $430

Rivendell The Woodlands - This is Florida living at its best! MLS#A4596071. WIEGAND REALTY.

Pended $999,900

Reduced By $100,100
View Details 85 Photos
On Market For 59 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3420

  • Year Built

    2003

  • $/SqFt

    $292

Park Trace Estates - All the high-end furnishings in home available separately under a second transaction. MLS#A4600014. COLDWELL BANKER REALTY.

Home For Sale $375,000

View Details 13 Photos
On Market For 85 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1163

  • Year Built

    1960

  • $/SqFt

    $322

See this one for yourself; book a showing today. MLS#A4600249. FINE PROPERTIES.

Home For Sale $4,300,000

Reduced By $450,000
View Details 63 Photos
On Market For 87 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2380

  • Year Built

    1969

  • $/SqFt

    $1,807

Easy access to the mainland and I-75 via the iconic Blackburn Point Bridge nearby. MLS#U8231292. CHARLES RUTENBERG REALTY INC.

Pended $1,400,000

View Details 70 Photos
*POTENTIAL GREAT VALUE
On Market For 59 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4551

  • Year Built

    1984

  • $/SqFt

    $308

Southbay Yacht & Racquet Club - The cherry on top is that the nationally recognized Pine View School is just up the street from this amazing home. MLS#A4599207. KELLER WILLIAMS ON THE WATER S.

Pended $674,000

Reduced By $91,900
View Details 64 Photos
On Market For 69 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1404

  • Year Built

    1978

  • $/SqFt

    $480

This is unique, rarely available and will not last long! MLS#T3502207. MADELINE ROUSSEAU REAL ESTATE.

Pended $2,250,000

View Details 69 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4495

  • Year Built

    2008

  • $/SqFt

    $501

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4597331. GENEROUS PROPERTY.

Home For Sale $745,000

Reduced By $20,000
View Details 44 Photos
On Market For 107 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2145

  • Year Built

    2002

  • $/SqFt

    $347

* Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#N6130841. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $795,000

View Details 46 Photos
On Market For 116 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2658

  • Year Built

    2002

  • $/SqFt

    $299

New stainless refrigerator & oven-stove installed 5/1/24. Duel-Zone A/C 2018. MLS#A4596343. FLORIDA HOME TEAM LLC.

Viewing HOMES 1 to 50 of 75

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (813) 210-6565 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,728,062
$2,920,000
97
0.0%
49.5%
154

Bradenton
$747,813
$575,000
1507
0.5%
53.7%
87

Bradenton Beach
$4,599,452
$3,595,000
29
0.0%
44.8%
147

Cortez
$1,423,762
$1,550,000
13
0.0%
38.5%
98

Ellenton
$533,689
$478,560
59
0.0%
61.0%
90

Englewood
$831,199
$500,000
458
0.9%
61.8%
112

Holmes Beach
$3,099,286
$2,050,000
113
0.0%
58.4%
128

Lakewood Ranch
$1,197,598
$824,950
326
0.3%
62.3%
97

Longboat Key
$3,444,254
$2,295,000
107
0.0%
56.1%
124

Myakka City
$907,682
$740,000
41
0.0%
61.0%
122

Nokomis
$1,116,150
$605,000
315
0.0%
55.2%
110

North Port
$403,952
$382,900
1145
0.7%
57.1%
131

Palmetto
$518,672
$424,900
454
1.3%
48.0%
95

Parrish
$530,471
$456,092
736
0.1%
55.7%
103

Sarasota
$1,542,986
$760,000
1606
0.6%
51.7%
104

Terra Ceia
$1,464,099
$1,047,000
10
0.0%
40.0%
72

Venice
$609,459
$549,000
915
0.4%
62.3%
101

EasyStreet

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